Holiday rentals in Glen Arbor Township

The Underwood Tiny House - with private hotub

Fall into the rabbit hole to experience our unique twist on a Wonderland inspired tiny house. Boasting a Queen size bed, a full kitchen and bathroom, and everything in between, you are bound to have a relaxing getaway... with a little bit of adventure! The spacious deck (with hot tub) overlooks the forest, and it is the perfect place to enjoy a cup of coffee or a glass of wine. The Underwood Tiny House has been created to give each person who walks through its door an experience like none other!

The Hive @ Little Red Homestead

Our Airbnb prices reflect the inclusion of the Airbnb service fee. Explore Sleeping Bear Dunes, Traverse City, and more from the luxury of your own geodesic dome! Experience this unique stay, nestled away in the charming small town of Lake Ann. This is the perfect place to kick up your feet and unwind. ✔ No cleaning fee ✔ Complimentary stocked mini-fridge ✔ Large panoramic window ✔ Smart TV ✔ Amenities (grill, hot tub, fire pit) ✔ High speed Wi-Fi ✔ Free parking Inquire about our website!

Grandpa's Little Cabin-Across Big Glen

Stay at our classic, tiny log cabin from the 1940s. Originally the front office for the log cabin retreats on Glen Lake, more recently this was 'Grandpa's Little Cabin', providing decades of family memories. Located across from Old Settler's Park, it is situated in a beautiful, woodsy surrounding, with the benefits of the park's dock access and sunset views. Located just a short drive from Glen Arbor, The Dunes and all that Leelanau offers. Come see Up North as it was originally intended.

1 Bdrm Private Apartment (Milk Chocolate) at GDC

Our Milk Chocolate suite is a large 1 bedroom apartment located above our gelato shop in Empire, Mi. From it's spacious breezy balcony, you can sip coffee and plan your adventure. The apartment is decorated in a colorful mid-century modern style. The bedrooms and living room both have smart tvs. There's a full kitchen stocked with the essentials and we provide toiletries and beach towels/blanket/chairs. It's a great base camp to explore the area and just a few blocks from Empire beach!

Soo House

Soo is a very fun cedar shake cabin on 15 forested acres, surrounded by trails, a loon call from Glen Arbor. This scandi-eclectic, cozy spot is a dappled dirt road away from Port Oneida/Good Harbor Bay Beaches and Pyramid Point. Soo stewards a half-mile of private trails on the property itself and borders 27+ miles of maintained MTB/hike/ski trails via the Palmer Woods and Krumwiede Forest Reserves. Soo is the unique family basecamp for your Sleeping Bear Nat'l Lakeshore adventures!

Lakefront A-Frame near Sleeping Bear Dunes

Escape to the North Coast A-Frame nestled on the shores of Platte Lake. Surrounded by freshwater beaches and wooded trails, this is the perfect location for enjoying all Northern Michigan has to offer. The Platte River, Sleeping Bear Dunes and many breweries and golf courses are all within a short drive from the cottage. 》15 minutes to Sleeping Bear Dunes National Lakeshore 》25 minutes to Crystal Mountain Ski Resort 》40 minutes to Cherry Capital Airport in Traverse City, MI

Clarity House, Downtown Glen Arbor, Hot Tub

Hidden in the heart of Glen Arbor, Clarity House is a modern chalet cabin with 3 bedrooms & 3 full baths; dramatic open concept kitchen/great room; Polished concrete floors (with in-floor heat); large island is central gathering spot with focal points to oversized south/east/west-facing windows for max daylight; 24ft ceiling; stylish design and furnishings. Peaceful outdoor patio with fire pit and hot tub feels “in the woods”, despite being in the center of town!

Quiet home w/ Lake Michigan view & steps from town

Relax and unwind in this calm, stylish private guest cottage with views of Lake Michigan. This cozy sanctuary is perfect for couples or individual travelers looking to enjoy the best of Sleeping Bear Dunes -- it's a short walk to downtown Glen Arbor & the Heritage Bike Trail, and a quick drive to the best trails and beaches in the area. We welcome guests of all races, faiths, genders, and sexual orientations. COTTAGE DOES NOT HAVE DIRECT BEACH ACCESS.

Romantic Glacier Hot Tub Hideout | A-Frame

Nestled on the Betsie River near Crystal Mountain, this romantic A-Frame offers a private hot tub under starry skies, a glowing indoor fireplace, and a loft bedroom overlooking the river. Sip local coffee from the espresso bar, fish from the riverbank, or unwind by the firepit. Designed for couples yet comfortable for small families seeking a peaceful riverfront escape. Weekend dates go fast — book early to secure your stay.

West Harbor Hideaway

This cozy, one bedroom cottage with modern farmhouse design sits on a nicely wooded and private lot just 1/4 mile west of Glen Arbor. Convenient walking or biking access to all of town's shops and restaurants as well as the beach and Heritage Bike Trail. In the heart of the Sleeping Bear Dunes National Lakeshore, this is the perfect starting off spot for you to enjoy all the beauty Leelanau County has to offer.

The Caboose

Historic, updated caboose with a fire pit, central air conditioning and heating, and grill. With public access to Little Glen Lake nearby, this unique and historic abode offers all the conveniences of home. Inside, the space includes a convenient queen bed, bathroom with shower, a sitting area, and a well-equipped kitchenette that features a fridge, microwave, toaster, Keurig, and an electric percolator.

Birch, The Collaboration House

Birch Le Collaboration House was designed as the ultimate Hygge Supply Home. Established to showcase our sustainable partners and modern design, the home offers a unique experience integrating architecture and nature. Centrally located near quaint towns, beaches, wineries and hiking, the home is a great gathering spot in any season to entertain family and friends.